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Hotels with Pool & Resorts in Upcountry Maui from AU$414
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Check availability on Upcountry Maui Hotels with Pool
Our top choices for Upcountry Maui hotels with a pool
8.6 out of 10, Excellent, (209)
"The staff were kind and helpful. The rooms were comfortable and the property is gorgeous and well maintained. "
Sarah Catherine
The price is AU$817
includes taxes & fees
9 Jan - 10 Jan 2026
Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16
Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16Makawao
10.0 out of 10, Exceptional, (71)
"What a special property. The location is perfect. We rented it for a work training and it was excellent since everyone has their own room/bathroom but we were able to meet in the large living room for evening presentations/discussions. The host was responsive with questions. It was very clean and check-in was easy. I hope to return again for both this meeting and with family for vacation. "
Wendy W.
The price is AU$4,851
includes taxes & fees
6 Jan - 7 Jan 2026
9.6 out of 10, Exceptional, (2332)
"Always a great stay for business!!"
Stephen
The price is AU$501
includes taxes & fees
21 Dec - 22 Dec
8.6 out of 10, Excellent, (876)
"We loved our stay here! Perfect location, great room, and the staff is so friendly "
Emma
The price is AU$469
includes taxes & fees
4 Jan - 5 Jan 2026
9.0 out of 10, Wonderful, (1182)
"Great accommodations. Beautiful location and nice staff "
Kyle
The price is AU$445
includes taxes & fees
13 Jan - 14 Jan 2026
9.6 out of 10, Exceptional, (5)
"Wonderful experience. Clean, convenient, great location, pool, hot tub, beautiful property, and safe. Had a great time."
Melinda
The price is AU$802
includes taxes & fees
22 Dec - 23 Dec
7.2 out of 10, Good, (1112)
"Awesome staff awesome view couldn’t ask for more from this quaint cute hotel vibe!"
Lindsey
The price is AU$414
includes taxes & fees
4 Jan - 5 Jan 2026
9.2 out of 10, Wonderful, (160)
"Very friendly staff "
Randall Kalani Apilando
The price is AU$649
includes taxes & fees
11 Jan - 12 Jan 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Top Upcountry Maui Hotel Reviews
OUTRIGGER Honua Kai Resort & Spa
10/10 Excellent
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